Thanks for your help. The trip is in 6 weeks and was a gift (from someone who doesn't know about diving). I did look through several GC threads but didn't see the specific answers I was looking for. Have a happy New Year.
Nice gift! There is a large Fosters supermarket by the airport but it is often very crowded, especially on Fridays and Saturdays. There's a very nice Hurley's Market and a big Kirk's Market in Savannah on the way to the East End and we usually stop at one of them for supplies.
Most stores are closed on Sundays, so if you arrive on Saturday you should pick up at least a few things - especially since there isn't much shopping on the East End on any day of the week, but there is that small market across from Morritts and Wyndham. There are also some small convenience stores and gas station stores that stay open on Sundays, including the Rubis Gas Station in Bodden Town and the Chisholm’s Market on the North Side.
Liquor usually isn't sold in food markets but will be available in separate liquor stores - most of them are also closed on Sundays - and alcohol is quite expensive in Cayman. If you enjoy a few drinks while on vacation then you may want to pick up some alcohol at the duty-free shop in the airport - at your last stop before leaving the US. Each adult passenger may bring up to 1 liter of potable spirits, or 4 liters of wine, or 1 case (not exceeding 9 liters) of beer. If you are smokers then there are duty-free limits on cigarettes and tobacco too.
You will need a rental car since you are staying on the East End. You can ask the hotel to make the arrangements or do it yourself. Depending on the time of day when you arrive, after you get your baggage and clear customs and immigration and pick up the rental car, you might want to enjoy a nice meal before heading toward the East End and making a grocery stop on the way. We usually go to the George Town Yacht Club which is only about 3 minutes from the airport. It's on the water in a lovely setting and the food is very good.
You will pass some eateries on the way to the Wyndham, some fast food places like Domino's and Wendy's but there are also some fun and tasty roadside local places in Bodden Town - just beyond Savannah - including Rankin's Jerk Centre, Grape Tree Café Fish Fry, and the Czech Inn.
And there are a few sit down places to eat on the East End and Northside including The Lighthouse, Tukka, and Kaibo Restaurant and Kaibo Upstairs, see the links below. You won't starve on Grand Cayman and there is no need to drive to George Town, Seven Mile Beach, or West Bay - unless you'd like to enjoy the amenities in those areas. Check the cruise ship schedules before heading toward the popular tourist areas to avoid the crowds.
I know that the Wyndham has an all-inclusive food offering but we have never tried it. We have eaten their dinner/show menu when we have gone to see the Barefoot Man perform and it's fine but nothing special. It reminds me of wedding reception food. I don't know if their all-inclusive offerings are the same but I would probably skip them - unless the food plan was included with your gift trip?
Make sure your credit card doesn't include foreign transaction fees and that it offers some rental car insurance. Our card covers damage but not liability.
Download google maps on your phone before you leave the US to aid with navigation without using your cellular data. We usually bring a Garmin GPS and a car charger with us and find it very helpful. The driving is easy and straight-forward and there is little traffic when you get to the East End and Northside, but there are a number of roundabouts to negotiate between the airport and Savannah, so we find the GPS useful.
Have a great trip!
https://www.gtyachtclub.com/
https://www.tripadvisor.com/Restaurant_Review-g664458-d1046153-Reviews-Rankin_s_Jerk_Pit-Bodden_Town_Grand_Cayman_Cayman_Islands.html
http://www.grapetreecafe.ky/
http://czechinngrill.com/
https://www.lighthouse.ky/
https://www.tukka.ky/
https://www.kaibo.ky/